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Best Vacation rentals and Airbnb offers in Brattleboro, VT
Brattleboro, VT
07/01 – 08/22
$256/nightTotal: $13312 (52 )
Art All Around - 2nd Fl Apartment
2 1
apartment , Brattleboro
This apartment is located on Route 9, 2 miles from downtown Brattleboro and 1 mile from I-91, directly above an art gallery and dim sum catering service. This accommodation accommodates up to 4 guests and features 1 bathroom, air conditioning, internet, a fully equipped kitchen, a conference room, a secluded backyard, and a massage chair, with access to the first-floor gallery space.
10 10 reviews
Brattleboro, VT
07/01 – 08/22
$254/nightTotal: $13208 (52 )
Secluded Romantic Vermont Cabin With Sauna
1 1
cabin , Guilford
This luxurious Vermont cabin near Brattleboro, minutes from hiking trails and ski mountains in Guilford, offers easy access to Green Mountain outdoor activities. The 1-bedroom, 1-bathroom cottage sleeps four, featuring a full kitchen with modern appliances, a private 10-foot porch, a cedar barrel sauna (adult-only, advance booking required), a fire pit, and cornhole, plus convenient amenities like WiFi and smart TVs.
9.9 204 reviews
Brattleboro, VT
09/03 – 09/06
$221/nightTotal: $663 (3 )
Contemporary Forest Eco-retreat, Mountain Views
1 4
apartment , Brattleboro
This apartment is located on a hillside outside of Brattleboro, offering stunning mountain views and a short drive to downtown. The apartment has received excellent ratings for cleanliness, location, and user experience. The apartment has one bedroom and one bathroom, accommodating up to four guests. Enjoy features like a private entrance, a lush garden, a modern kitchen, high-speed internet, and a private laundry area.
9.6 91 reviews
Brattleboro, VT
09/03 – 09/06
$260/nightTotal: $780 (3 )
Beautiful One Bedroom In Downtown Brattleboro
1 4
apartment , Brattleboro
This guesthouse is a short walk from Brattleboro's Main Street, putting you right in the heart of the action with easy access to restaurants, shops, galleries, and the train station. The property has earned excellent ratings for location, cleanliness, and overall user experience. The apartment features a private entrance and can comfortably accommodate up to four guests. Amenities include a fully equipped kitchen, a private deck, a backyard with a fire pit and lawn games, and flexible sleeping arrangements.
10 41 reviews
Brattleboro, VT
07/01 – 08/22
$98/nightTotal: $5096 (52 )
Recharge In A Yurt At Rest Farm Campground
1 1
yurt , Hinsdale
This yurt is located in Hinsdale, diagonally across from the Kilburn entrance to Pisgah State Park, and next to Bear Mountain Park, offering easy access to over 13,000 acres of hiking trails. The surrounding area offers a unique opportunity to reconnect with nature. The yurt has one bedroom and two bathrooms, accommodating up to two guests. The property includes on-site showers and bathrooms, and is still under construction, ensuring a comfortable and well-maintained stay.
Brattleboro, VT
07/01 – 08/22
$194/nightTotal: $10088 (52 )
Airstream Mountainside With Pond
1 1
cabin , Brattleboro
This Airstream cabin is situated in a retreat center in Brattleboro, just 50 feet from a private bathroom and offering a peaceful escape from the hustle and bustle of the town. The cabin is perfect for a couple's getaway, providing a unique and cozy retreat with vintage charm. The Airstream features a dining room, sunroom, sauna, and hot tub, ideal for relaxing after exploring Brattleboro. Guests also have access to a continental breakfast, a microwave, and a mini-fridge for warming up snacks and drinks.
9.9 28 reviews
Brattleboro, VT
09/03 – 09/06
$548/nightTotal: $1644 (3 )
Kipling's Carriage House
1 4
apartment , Dummerston
This Dummerston Vermont house rental, minutes from Brattleboro and I-91, shares a driveway with the historic Naulakha, Rudyard Kipling's former home. The two-bedroom, one-bathroom dwelling sleeps four, offering a fully equipped kitchen, fireplace, clay tennis court (June-November), ping pong table, and access to 45 acres for hiking and cross-country skiing.
Brattleboro, VT
07/01 – 08/22
$2119/nightTotal: $110188 (52 )
Every Arrival Feels Like An Exhale: Spacious 5-bedroom Estate
5 1
apartment , Winchester
This modern Winchester apartment rental is conveniently located near Schell Bridge and the Old NMH Campus Building #3, offering easy access to attractions like Delectable Mountain Cloth and Winchester Speedpark. The five-bedroom, four-bathroom unit sleeps six guests and includes amenities such as a microwave, dishwasher, air conditioning, parking, and internet access; it's perfect for photoshoots, workshops, or gatherings.
9.8 588 reviews
Brattleboro, VT
09/03 – 09/06
$210/nightTotal: $630 (3 )
Mahalo Temple Retreat
1 4
house , Brattleboro
This charming house is located just off Western Avenue, a short distance from the main road and about 2 miles from the center of Brattleboro, offering a peaceful retreat in a quiet setting. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The house features a unique octagonal design with a cathedral ceiling, accommodating up to 4 guests. Enjoy the wood-burning stove for warmth, the spacious garden for relaxation, and the proximity to Brattleboro's attractions and amenities.
This Vermont mountain lodge is located near Jacksonville, approximately 6 miles from Honora Winery and several state parks including H.O. Cook State Forest and Molly Stark State Park. The three-bedroom, two-bathroom house comfortably sleeps seven guests and features a fully equipped kitchen, a fireplace, a private fenced yard, an on-site game room, and free Wi-Fi.
10 1 review
Brattleboro, VT
07/01 – 08/22
$107/nightTotal: $5564 (52 )
Fully Furnished Two Bedroom Apartment
2 1
apartment , Brattleboro
This two-bedroom apartment is located in downtown Brattleboro, just steps away from the Gallery Walk and a short walk to the Retreat and Amtrak station. The fully furnished apartment features a kitchen with a fridge and microwave, air conditioning, a garden, parking, and a washer/dryer in the basement.
Brattleboro, VT
07/01 – 08/22
$85/nightTotal: $4420 (52 )
Modern Apartment Close To Town
1 1
apartment , Dummerston
This charming apartment is located just 1.5 miles from Brattleboro, in a peaceful setting surrounded by 15 acres of woods and gardens. The apartment is a tranquil ell addition to a historic 1854 home, offering a blend of modern comfort and historic charm. The apartment features two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy the private deck with a fire pit, a covered outdoor sitting area, and plenty of space for stargazing.
Compare Family Vacation Rentals in Brattleboro, VT
Enjoy the fresh air and nearby hiking trails when you stay at these family-friendly vacation rentals in Brattleboro, VT.
10 1 review
Brattleboro, VT
09/03 – 09/06
$1035/nightTotal: $3105 (3 )
Forest Green Retreat
1 4
house , Brattleboro
This family-friendly house in Brattleboro offers complimentary WiFi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a terrace, balcony, and garden with outdoor furniture. This 10,760 sq ft dwelling accommodates up to 9 guests, featuring a shared lounge, on-site coffee shop, barbecue facilities, and laundry service, with free private parking and a 12:00 PM check-out.
10 3 reviews
Brattleboro, VT
07/01 – 08/22
$93/nightTotal: $4836 (52 )
Fully Furnished 2br Apartment
1 1
apartment , Brattleboro
This fully furnished apartment is located in downtown Brattleboro, just steps away from shops, restaurants, and cultural attractions. It has received excellent ratings for its location, cleanliness, and overall experience. This comfortable 2-bedroom rental can accommodate up to 3 guests. The apartment includes a fully equipped kitchen, high-speed Wi-Fi, shared laundry, off-street parking, and snow removal services, making it a convenient and comfortable choice for your stay.
9.9 162 reviews
Brattleboro, VT
09/03 – 09/06
$375/nightTotal: $1125 (3 )
Modern Apartment In The Heart Of Town!
1 4
apartment , Brattleboro
This apartment is located on Main Street in downtown Brattleboro, just steps away from restaurants, shops, and attractions. It has received excellent ratings for location, cleanliness, and user experience. This comfortable dwelling features one bedroom and one bathroom, accommodating up to four guests. The apartment is equipped with air conditioning, internet, a fully equipped kitchen, and a prime location for exploring Brattleboro's vibrant downtown scene.
10 3 reviews
Brattleboro, VT
09/03 – 09/06
$1126/nightTotal: $3378 (3 )
Forest Green Retreat
1 4
apartment , Brattleboro
This 2-bedroom, 1-bathroom apartment in Brattleboro provides a family-friendly retreat with internet, air conditioning, and a full kitchen, nestled in secluded woodlands with convenient access to outdoor activities and ski areas. Accommodating up to 5 guests, this nature-focused rental offers a garden and parking, serving as an ideal base for relaxation and exploration in Vermont's scenic landscape.
Best Brattleboro, VT vacation rentals with a balcony
10 1 review
Brattleboro, VT
09/03 – 09/06
$1035/nightTotal: $3105 (3 )
Forest Green Retreat
1 4
house , Brattleboro
This family-friendly house in Brattleboro offers complimentary WiFi, air conditioning, and a fully equipped kitchen with a fridge, microwave, and dishwasher, alongside a terrace, balcony, and garden with outdoor furniture. This 10,760 sq ft dwelling accommodates up to 9 guests, featuring a shared lounge, on-site coffee shop, barbecue facilities, and laundry service, with free private parking and a 12:00 PM check-out.
This Vermont mountain lodge is located near Jacksonville, approximately 6 miles from Honora Winery and several state parks including H.O. Cook State Forest and Molly Stark State Park. The three-bedroom, two-bathroom house comfortably sleeps seven guests and features a fully equipped kitchen, a fireplace, a private fenced yard, an on-site game room, and free Wi-Fi.
Frequently Asked Questions about vacation rentals in Brattleboro, VT
What are some interesting places to visit in or near Brattleboro, VT?
Brattleboro is full of charm! You'll want to check out the historic Brattleboro Museum & Art Center, the vibrant downtown area with its many shops and restaurants, and the beautiful Brattleboro Commons. If you're feeling adventurous, take a short drive to the West River Trail for some scenic hiking.
What are the best Airbnb and vacation rentals in Brattleboro, VT?
Which walking or cycling routes are the best in Brattleboro, VT?
The West River Trail is a popular choice for both walking and cycling, offering stunning views of the river and surrounding countryside. Downtown Brattleboro is also very walkable, with plenty of shops and restaurants to explore. If you're looking for a longer ride, the Connecticut River Greenway is a great option.
What are the most popular Airbnbs in Brattleboro, VT?
What sports or outdoor activites can visitors enjoy in and around Brattleboro, VT?
Brattleboro is a haven for outdoor enthusiasts! You can go hiking, biking, kayaking, swimming, and fishing in the area. The West River is a great spot for kayaking and canoeing, and there are several golf courses nearby. In the winter, you can enjoy cross-country skiing, snowshoeing, and ice skating.
What are the best rentals for families and kids in Brattleboro, VT?
What other towns or cities can be easily accessed from Brattleboro, VT?
Brattleboro is conveniently located near several other charming towns and cities in Vermont and New Hampshire. You can easily drive to Bennington, VT, Keene, NH, or Northampton, MA for a day trip. Each town has its own unique character and attractions to explore.
What are the best rentals or Airbnbs with a jacuzzi in Brattleboro, VT?
What amenities are commonly available in vacation rentals in Brattleboro, VT?
Vacation rentals in Brattleboro often come equipped with amenities like kitchens, laundry facilities, and Wi-Fi. Many also offer outdoor spaces like decks or patios, perfect for enjoying the fresh Vermont air. Look for rentals with fireplaces or hot tubs for added comfort.
What time of year is best to rent a vacation rental Brattleboro, VT?
The best time to visit Brattleboro depends on your preferences. Summer offers warm weather and plenty of outdoor activities, while autumn brings vibrant foliage and crisp air. Spring and winter offer a quieter atmosphere, perfect for enjoying the town's charm.
What are the local dishes in Brattleboro, VT region?
Brattleboro is known for its farm-to-table cuisine. You'll find plenty of restaurants serving up fresh, locally sourced ingredients. Try the Vermont cheddar cheese, maple syrup, and locally brewed craft beer. Don't miss the Brattleboro Farmers Market, held every Saturday from May to October, for a taste of the region's bounty.
Destinations nearby
Best Brattleboro, VT vacation rentals with a sauna
10 10 reviews
Brattleboro, VT
07/01 – 08/22
$254/nightTotal: $13208 (52 )
Secluded Romantic Vermont Cabin With Sauna
1 1
cabin , Guilford
This luxurious Vermont cabin near Brattleboro, minutes from hiking trails and ski mountains in Guilford, offers easy access to Green Mountain outdoor activities. The 1-bedroom, 1-bathroom cottage sleeps four, featuring a full kitchen with modern appliances, a private 10-foot porch, a cedar barrel sauna (adult-only, advance booking required), a fire pit, and cornhole, plus convenient amenities like WiFi and smart TVs.
Best Brattleboro, VT vacation rentals with a fireplace
8.0 1 review
Brattleboro, VT
07/01 – 08/22
$208/nightTotal: $10816 (52 )
Luxe Vt Summer Retreat: Sauna + Swimming Hole + Tiny House. Ideal For Long Stays
3 1
apartment , Newfane
This Newfane condo offers a secluded forest and riverfront setting, a short drive from The Stone Church and Epsilon Spires, and near Scott Farm Orchard. This 2-bedroom, 2-bathroom apartment accommodates up to 4 guests and features a private river beach, an on-site wood-fired sauna, and a fully equipped kitchen.
9.8 103 reviews
Brattleboro, VT
07/01 – 08/22
$149/nightTotal: $7748 (52 )
Modern Vermont Farm Stay
1 1
gîte , Brattleboro
This charming Vermont farmhouse rental is located just minutes from downtown Brattleboro, offering easy access to shops, restaurants, and cultural attractions. The gîte has received excellent ratings for cleanliness, location, and overall experience from previous guests. The one-bedroom suite comfortably accommodates two guests and features a spacious layout with a cozy fireplace and beautiful Vermont wood finishings. The fully equipped kitchen, private garden, and on-site parking provide everything needed for a relaxing and enjoyable stay.